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Visible-light-catalyzed synthesis of 1,3-benzoxazines <i>via</i> formal [4 + 2] cycloaddition of oximes with <i>o</i>-hydroxybenzyl alcohols

Zhenjie Qi, Zhenyu An, Bing‐Bing Huang, Mingzhong Wu, Quansen Wu, Dongfang Jiang

2023Organic & Biomolecular Chemistry168 citationsDOI

Abstract

-QMs to oximes as a 1,2-dipole synthon, cyclization, and isomerization. The reaction exhibits a broad substrate scope and can be carried out under mild conditions. To demonstrate its synthetic usefulness, a gram-scale reaction was conducted, and the resulting 1,3-benzoxazine products were further transformed into other valuable compounds.

Topics & Concepts

CycloadditionChemistryCatalysisFormal synthesisCombinatorial chemistryVisible spectrumOrganic chemistryPhysicsOptoelectronicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Visible-light-catalyzed synthesis of 1,3-benzoxazines <i>via</i> formal [4 + 2] cycloaddition of oximes with <i>o</i>-hydroxybenzyl alcohols | Litcius